Sodium Carbonate → 4-Piperidinol, 1-[2-[bis(4-fluorophenyl)methoxy]ethyl]-

HRID 487140

반응식

HRID 487140 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)[O:9][CH2:10][CH2:11]Cl)=[CH:4][CH:3]=1.[OH:20][CH:21]1[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1.C(=O)([O-])[O-].[Na+].[Na+]>[I-].[Na+].C(C(C)=O)C(C)C>[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)[O:9][CH2:10][CH2:11][N:24]2[CH2:25][CH2:26][CH:21]([OH:20])[CH2:22][CH2:23]2)=[CH:4][CH:3]=1

참가 물질

6

반응물 3

HCID 10340Sodium CarbonateHCID 79341Piperidin-4-olHCID 107793021-[Bis(4-fluorophenyl)methoxy]-2-chloroethane

생성물 1

HCID 99749824-Piperidinol, 1-[2-[bis(4-fluorophenyl)methoxy]ethyl]-수율 66.4%

시약·촉매·용매 2

HCID 5238Sodium Iodide촉매HCID 7909Methyl Isobutyl Ketone용매

실험 절차

14.1 g of 1-bis(4-fluorophenyl)methoxy-2-chloroethane, 10.1 g of 4-hydroxypiperidine, 12 g of sodium carbonate and 0.2 g of sodium iodide were added to 200 ml of methyl isobutyl ketone, and the mixture was heated under reflux for 4 hours. At the end of this time, it was filtered, and the solvent was removed by distillation under reduced pressure. The resulting residue was purified by silica gel column chromatography. Elution with a 10:1 by volume mixture of ethanol and methylene chloride afforded 11.5 g (yield 66%) of the title compound as a pale yellow oily substance. p Infrared Absorption Spectrum (CHCl3), νmax cm-1 : 2920, 1600, 1505.

후처리

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 4 hours
  3. filtrationAt the end of this time, it was filtered
  4. customthe solvent was removed by distillation under reduced pressure
  5. customThe resulting residue was purified by silica gel column chromatography
  6. washElution with a 10:1
  7. additionby volume mixture of ethanol and methylene chloride

출처 및 근거

ORD 기록
ord-d698ffa795584a53a9f2a46741837185
출처 데이터셋
uspto-grants-1994_03
특허 번호
US05294623

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